(2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

Base Information

Chemical Name:(2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran
CAS No.:373646-96-9
Molecular Formula:C₂₆H₂₆O₇S
Molecular Weight:482.554
Hs Code.:

Synonyms:(2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

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Chemical Property of (2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

Chemical Property:

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Technology Process of (2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

There total 3 articles about (2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 98-59-9
p-toluenesulfonyl chloride

: 373646-94-7
(3R,4S,5S)-5-[(benzoyloxy)methyl]-4-(benzyloxy)tetrahydrofuran-3-ol

: 373646-96-9
(2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

Guidance literature:: With pyridine; at 4 ℃; for 72h;
DOI:10.1016/S0957-4166(01)00283-X

Reference yield:

: 334784-75-7
(2R,3S,4R)-3-benzyloxy-2-(iodomethyl)tetrahydrofuran-4-ol

: 373646-96-9
(2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / KO₂; 18-crown-6 / dimethylsulfoxide / 0.08 h / 20 °C

2: 74 percent / pyridine / 1.5 h / -20 °C

3: 98 percent / pyridine / 72 h / 4 °C

With pyridine; 18-crown-6 ether; In dimethyl sulfoxide;
DOI:10.1016/S0957-4166(01)00283-X

Reference yield:

: 98-88-4
benzoyl chloride

: 373646-96-9
(2S,3R,4R)-2-[(benzoyloxy)methyl]-3-(benzyloxy)-4-(p-toluenesulfonyloxy)tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / pyridine / 1.5 h / -20 °C

2: 98 percent / pyridine / 72 h / 4 °C

With pyridine;
DOI:10.1016/S0957-4166(01)00283-X